Substantive dyestuffs.



JOSEPH TURNER. AND HARRY DEAN, Q1 HUD/DER READ HOLLIDAY 6a SONS,111313., OF'TURNBIHIFG'E, HUDDERSFIELZB. 3.

SFIE'LB. ENGTAZZ'Q'B, ASEIUNGFEl TU SUBSTANTIVE DYESTUFFS.

1 '0 all 10/: am it may concern Be it known that We, Josin'n TURNER unclllnluu DEAN, subjects; of King George V of Great Briluiu. and. residentsof l luclclero Held, in the county of York, England, have inventedcertain new and useful Improvements in Substantive Dyestuffs, of whichline following: is u specification.

o have discovered that new and useful direct dyeing col-ton colors canbe produced by combining; the intermediate products from letii'uzol'izedlliuinins c'mleulicyli: ucicl with o uplrlluflnu1ius'ulfo-iii(: 1,\?i(l,dinninlzizing: lilie thus produced conipoimcl and coni billing it withon alnino-nupl'ithol-suliojnic acid, which (lyestulls most probablylui'i otlie following general formula:

' fl-{uuiuo-naplilrliol-sulfonic acid rzulieul.

By lel'i'u'iolzized diuinins we mean the comj'JGLlnilE; piocluceol' by(eli'uzotizing pone-(limnins Sllf'li us beuziilim lzolieliu incleliunisi din. Tly iiuplitliylumin-oulionic acids We incur: ul pl'uinoplil'lwlumiu mono uulfonic acids :l'l uml l :7. llzuniinl-naplilliol-sulifonic l1(.l(l we mean umino-nuplitlioleulfonicacicl The following an exoinple of one method of following ourinvention: 18.41 gems of benzidiu are lcti'azotizeel 1n the usual mannerby means of ll grams sodium nitrite and ill grams hydrochloric acid 21and an aqueous solution of l loli grams salicylic acid and grams sodiumcarbonote is guided with constant stirring. "When the combination iscomplete, an aqueous solution of grains of the sodium salt of alphanopbtbylemin sulfonic aciel l :6 is added and stirred When thenaphtliylamii'i-sulfonie ucicl has completely combined with theintermediate con'ipouncl, the thus produced orange dycstuif is carefullyneu- 'trulizell with hydrochloric 2111!] and again Fa'pecification ofLetters Patent.

Application filed April 25, 1913.

- Tluimnneu one in Serial lilo. 763,52).

cliuzotizerl by means of T gimme sodium oi trite. When the (liuzotutionis complete; which usually takes; from two to three hours; the deepbrown (liar/,0 body llius foi-inelfl tliol-sulfonie ucicl G in analkaline solution. The thus produced elyesluii', dyes immor- (luuteclvegetable fibers a, fast (liz b to bronze sliuilin depending upon tlioamount (lyesiull' employed, and line, most probably lzbc followingformula By subslitulin z inniuo-nunblbol-eulf: acid J for theaniino-nuplilliol-sulfonic 63:, in the above "xunu'ile, sluules of a re1 tom are obtained We do not limit ourseh'es to the eme c quantities,times of reaction Cl particular niulei'iule mentioned above us ourinvention comprises cliazotizing the compound formed {win one. moleculeol l'r-lruzolizeil pui':'l-:l.iun'iin, one molecule of euli lie ucii.uni l one u'ioleeule of naplil luznin lionic lllllll; :1 ml

combining (he (liouoflcrl compound thus l oi'inerl with one molecule oi?uniloo-nu.pl:-

lluirl-suli onic mold and Lin? llyesliuils [bus l in which El reifrescnls u nulicul of an alltuli suit of salicylic acid, P represents a:liln'yl radical of a pui'u cliumin, A represents an alkali salt ofnapl1ll1uleuc-sulionic aeirl radical suul B represents an alkali soil;of 2-2inino-nuplilliol-sul'l'on: '2 will l'iHllClll. the said (lyeoluilsbeing (lurk pomlero soluble in Water-with u coloration running fromgreen i-Sll-(fll'i1l) to (lee bi'owniuloblceln soluble in comtentrulcdsuliuric avid will) u (loc blue color uncl dyeing unnieillunterl Veoe'lmilo li ero glllllrjll to reddish (.liulX-l in;

llli

shades and deep bronze to dark reddish biac in heavy shades,

; 2.- The dyestufls produced by diazotizing the productobtained bycombining one molecule of a tetrezotized para-dieminf, one mole filphanaphthylamin-siilfo acid-(1:6) diazof.the resulting productand combin-'ing said com und wishbone molecule 91 2-amino-napht Ol-suifonic acid,the dyestuffs having most probably the formula in which S represents aradieel of an alkali salt "of salicylic acid, P represents a diarylradical of a para-diemin, A eepresents an alkali salt ofnaphthaiene-sulionic acid radical, and B represents an aikeii salt 0fmemes Q-azhino-naphthoi-sulfenic acid radical, the said dyestuffs beingdark powders, soluble inwater with s eolo mtion ranging fromgreenish-drab to deep brownish-black, seiuble in JOSEPH TURNER. HARRYDEAN. "Witnesses:

FREDERICK SYims BAZNES, HERBERT .JLAGKBURN

